Cherubplay

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"Ah~" It felt a little weird and it kinda hurt. But it wasn't too bad, he could deal with that.

2016-07-18 06:36:41

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"That's it, good boy" he said starting to stretch him out. He pushed deep and rubbed against his prostate in small circles. "Just relax, let me hear how good you feel"

2016-07-18 08:55:06

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"Ah~h..." He whimpered and pressed down against the fingers inside him. It wasn't amazing, but it felt pretty good, like a dull pleasure. "Mm~"

2016-07-18 15:26:39

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"Good boy" he said with a smile, he slipped his second finger in before scissoring them and rubbing across his prostate.

2016-07-18 17:24:19

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"Ah- No more..." He whines, trying to move his ass away. He was trying to keep himself loose but Dirk was going so fast and the spit was running out.

2016-07-18 19:24:02

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"Don't stop now slut. You want to be good right?" He asked before pulling his fingers out. "Don't tell me to stop. You are nothing but a slut and a pet. Remember that" he said before picking up the vibe.

2016-07-19 02:58:55

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Jared whimpers and nods his head. "Yes sir." He tries to look back over his shoulder somewhat. "I-is it big?" He asks quietly, looking back in front of him.

2016-07-19 03:28:28

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"No it's quite small" he reassured him. But then again, small for Dirk was not small at all. He slowly started to push it in him and it finally locked into place, completely filling him and nudging his sensitive places easily.

2016-07-19 03:30:49

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He lowers his head as Dirk starts to push it in, breathing slowly and trying to focus on staying loose. "Ah-" He's certainly not stretched enough for this. "Master-" Slut groans, trying to lift his hips away from it. He could feel himself tightening around it and it hurt like hell, it felt like he couldn't breathe right it hurt so bad. He pants when it stops inside of him "fuck-..."

2016-07-19 03:44:52

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"There we go, perfect, such a good boy" he said coming round and kissing him gently. "Such a good boy. You keep going like this and I might just take those cuffs off for you" he was sure he might actually want to lay down eventually.

2016-07-19 03:48:18

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Jared leaned into the kiss, whimpering slightly. He hated being stuck like this. He couldn't do anything on his own. "Will it d-do anything thing?"

2016-07-19 06:14:58

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"Yes it will, but not all the time" he said stroking his cheeks. "You will love it" he promised kissing him again.

2016-07-19 06:43:45

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"Ok..." He kissed Dirk back, trying to ignore the tightness around the toy. "Is it supposed to hurt?" Slut asks quietly, glancing from the ground to Dirk.

2016-07-19 17:27:24

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"It will feel good soon" he said to him before standing up. "Now you remember what the second toy was?"

2016-07-20 04:50:07

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He sighs and nods, truly hoping it does. "A dick...ring?" He asks, tilting his head to the side. "Or something like that."

2016-07-20 05:15:06

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"A cock ring yes" he said stroking his hair. He reached down with his still lubed fingers and started pumping him. "Your also gonna wear this for me" he said when he was just hard enough. He slipped the ring on and clicked it into place. Effectively stopping him from ever cumming till it came off.

2016-07-20 05:20:04

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"Oh." He mumbles, watching Dirk reach down. Jared started whimpering quietly, trying to stay quiet as Dirk jacked him off. Slut looked down when the ring was clicked on. It was really tight and he wasn't quite sure what it would do to him. "What's it for?"

2016-07-20 05:30:20

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"It's going to make sure you don't cum without permission" he said before kissing along his neck.

2016-07-20 05:54:52

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"H-what?" He questions, sounding more worried than he meant to let on. "But that'll hurt right? I don't want my dick to hurt. Please Master."

2016-07-20 06:12:01

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"Shhhhhh" he said stroking his cheeks. "Don't question it. You aren't allowed to cum without permission. That's the rule." He said being gentle and loving.

2016-07-20 06:50:08

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"Please Master..." He pleads, trying not to make Dirk angry and trying to save himself from getting blue balled. "Will I be able to cum at all?"

2016-07-20 14:49:24

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"When I want you to" he said simply. "If you are going to be a good boy, I can leave the door open. You think you can be good for me?" He said watching him carefully.

2016-07-20 14:53:35

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He groans and looks down at his dick, watching it completely disheartened. "Yes. I'll be a good boy. I promise. I know I will."

2016-07-20 15:40:57

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"Good boy. Now I want you to stay quiet, and I'll come check on you soon" h said kissing him softly and going back to his bedroom and finding jake.

2016-07-20 15:43:31

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Jared stayed still, letting Dirk kiss him before watching him leave. He wasn't sure if Dirk was going to sleep or if he was going to come back. He needed to find a way to get out.

2016-07-20 15:48:48